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Short synthesis of (±)-4,8-dimethyl-1-oxaspiro[4.5]deca-3,7-dien-2-one (andirolactone) using the propynoate/cuprate method

✍ Scribed by Krause, Norbert

Book ID
102366122
Publisher
John Wiley and Sons
Year
1990
Tongue
English
Weight
190 KB
Volume
1990
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

Racemic 4,8‐dimethyl‐1‐oxaspiro[4.5]deca‐3,7‐dien‐2‐one (andirolactone) (1) was synthesized in two steps with 58% overall yield, starting from 4‐methyl‐3‐cyclohexenone (2) and methyl propynoate (3).

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Investigation of the Cyclopentenone Formation via the α-Alkynone Cyclisation: Synthesis of the Acorone Intermediate 8-Methylspiro[4.5]deca-3,7-dien-2-one
✍ John Ackroyd; Martin Karpf; André S. Dreiding 📂 Article 📅 1985 🏛 John Wiley and Sons 🌐 German ⚖ 501 KB

## Abstract As a further application of the cyclopentenone formation **A→C** __via__ the thermal α‐alkynone cyclisation **B→C** and in order to test the fate of an isolated C,C‐double bond within a molecule under these conditions, we investigated the synthesis of the acorone intermediate **3**start